Architecturally Significant Iconic Estate , On 100' Lush Frontage Situated In Toronto's Most Exclusive, Private & Prestigious York Mills South With Walking Distance To Bridle Path Trail. 11,230 Sqft. Luxurious Living Space, Includes A Finished & Walkout Basement. Clad in I-N-D-I-A-N-A- -L-I-M-E-S-T-O-N-E Front Elevation Wrapped W/An Architectural Brick Accents, Enhanced by Lush Landscaping, A Heated Driveway, Pathway & Dramatic Exterior Lighting. Exceptional Craftsmanship is Showcased Throughout W/Custom Walnut & White Oak Millwork, Imported European Slabs, 12' Ceilings, Elegant Wall Paneling, Detailed Moldings, Heated Floors & Custom Wood Accent Walls. Floor-to-Ceiling Tilt & Turn R-E-Y-N-A-E-R-S Aluminum Windows & Sliding Doors, Flood The Home W/Natural Light. The Grand Foyer Features Imported Italian Slabs, a Striking Staircase & An Oversized Skylight, Setting a Refined & Elegant Tone. Expansive Principal Rooms Highlighted C-H-E-V-R-O-N Hardwood Floor, Gas Fireplaces & Book-Matched Italian Slab Feature Walls.The Chef-s Kitchen Offers Dual Islands, B/I Miele Appliances, a Butlers Pantry W/Servery Access to the Formal Dining Room & Custom Cabinetry. The Breakfast Area & Oversized Family Rm. Include Large-Scale Aluminum Sliding Doors Leading to an Expansive Deck & Concrete B-E-T-Z Swimming Pool. A 4-Stop E-L-E-V-A-T-O-R Services All 3 Levels, Plus an Additional Private Lift W/Direct Garage Access Fully Accessibility-Friendly. The Primary Retreat Boasts Coffered Ceilings, a Wet Bar, Fireplace, Boutique-Style Hers Dressing Boudoir, His Closet, And a Lavish 7 Pcs Ensuite Designed to Impress. The Entertainment-Ready Basement Boasts an Oversized Recreation Area W/ 2 Double Aluminum Sliding Doors Offering Garden-Level Views And Abundant Natural Light, a Large Gym W/Dry Sauna & Full Bath, a Home Theatre, Additional Washer/Dryer & Direct Access From the Garage Completed W/A Dog Wash Station & Elevator Access & Two Nanny & Guest Rooms.
About this home
Photos of 27 Penwood Crescent
Facts and features of 27 Penwood Crescent
| Type | Detached |
|---|---|
| Style | 2-Storey |
| Bedrooms | 6 + 2 |
| Bathrooms | 11 |
| Size | 5000 + sq ft |
| Lot | 100 x 140 Feet |
| Parking | 6 |
| Garage | Built-In |
| Heating | Forced Air |
| Cooling | Central Air |
| Basement | Finished with Walk-Out |
| Exterior | Stone, Brick |
| Taxes | $39,801 (2025) |
| Days on market | 51 |
| Listing brokerage | RE/MAX REALTRON BARRY COHEN HOMES INC. |
Around this home
What’s near 27 Penwood Crescent
From 27 Penwood Crescent, the nearest TDSB elementary school is Denlow Public School, 11 minutes on foot; and the nearest park is Banbury Community Centre, 8 minutes on foot.
Parks
- Banbury Community Centre Park 8 min walk
- Rippleton Park Park 19 min walk 4 min drive
- Rippleton Park Park 20 min walk 6 min drive
Schools
- Denlow Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 3 reading 91% 11 min walk
- Rippleton Public School TDSB elementary · JK-5 EQAO 2024-25: Gr 3 reading 76% 20 min walk 5 min drive
- Windfields Middle School TDSB middle school · 6-8 EQAO 2024-25: Gr 6 reading 97% · Gr 6 math 80% 23 min walk 6 min drive
- St Bonaventure Catholic School Catholic elementary · JK-8 EQAO 2024-25: Gr 6 reading 90% · Gr 6 math 63% 27 min walk 5 min drive
- York Mills Collegiate Institute TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 81% · Gr 10 literacy 96% 13 min walk
Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.
Community
- Banbury Community Centre Community centre 7 min walk
Private schools
- Boys
- Crescent School Grades 1 to 12 32 min walk 11 min drive
- Co-ed
- Crestwood School JK to Grade 6 40 min walk 9 min drive
Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools
Places: OpenStreetMap contributors, October 2026. Walking and driving times: openrouteservice. Schools: EQAO 2024-25, Ontario Ministry of Education.
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27 Penwood Crescent
Listing information is deemed reliable but is not guaranteed accurate by PropTx or the Toronto Regional Real Estate Board. Data source: PropTx. Listings are refreshed from the MLS® at least daily.
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
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MLS® C13753420 Data source: PropTx Listed September 8, 2026
